CN116535385A - Method for preparing vinyl sulfate - Google Patents
Method for preparing vinyl sulfate Download PDFInfo
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- CN116535385A CN116535385A CN202310542041.2A CN202310542041A CN116535385A CN 116535385 A CN116535385 A CN 116535385A CN 202310542041 A CN202310542041 A CN 202310542041A CN 116535385 A CN116535385 A CN 116535385A
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D327/00—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms
- C07D327/10—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms two oxygen atoms and one sulfur atom, e.g. cyclic sulfates
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
- Y02E60/10—Energy storage using batteries
Abstract
The invention discloses a method for preparing vinyl sulfate, which comprises the following steps: under the condition of stirring, ethylene sulfite is subjected to oxidation reaction in a halogenated hydrocarbon solvent and in the presence of (1, 1-triacetoxy) -1, 1-dihydro-1, 2-phenyliodic-3 (1H) -ketone to generate ethylene sulfate, and the method has the advantages of relatively reasonable cost, simple and safe operation, lower requirement on equipment, less three wastes and the like on the basis of obtaining ideal yield.
Description
The invention relates to a split application of Chinese invention patent application with the application date of 2022, the application number of 08 and 29, the application number of 2022110404078 and the name of 'a preparation method of vinyl sulfate'.
Technical Field
The invention relates to the technical field of chemical synthesis, in particular to a method for preparing vinyl sulfate.
Background
Vinyl sulfate (1, 3,2-Dioxathiolane 2, 2-dioxide), melting point: colorless crystals or crystalline powder at normal temperature of 99 ℃, and is sensitive to water and high temperature. The ethylene sulfate can be used as an additive of lithium ion battery electrolyte, and the ethylene sulfate is added into the lithium ion battery electrolyte to effectively inhibit the initial capacity reduction of the lithium ion battery, increase the initial discharge capacity, reduce the expansion of the battery after high-temperature placement, improve the charge and discharge performance of the battery and prolong the cycle life of the battery. Besides being applied to lithium ion batteries, the lithium ion battery also has wide application in the fields of medicines and material intermediates, and has wide market prospect. The structural formula is as follows:
the prior method for preparing the vinyl sulfate mainly comprises the step of obtaining the product vinyl sulfate through catalytic oxidation of the vinyl sulfite.
For example, chinese patent No. CN109988145a discloses a method for preparing vinyl sulfate, comprising the steps of: 1) Adding ethylene glycol and thionyl chloride dropwise into a reaction bottle for reaction, and purifying and separating to obtain ethylene sulfite after the reaction is finished; the mol ratio of the added glycol to thionyl chloride is 1:1-1.05; 2) Sequentially adding a solvent, ethylene sulfite, a palladium chloride complex catalyst and a copper chloride catalyst into a closed reactor, then introducing an oxidant, controlling the pressure in the reactor to be 0.1-0.3 MPa, and heating to enable the temperature in the reactor to be 75-90 ℃ for reaction; 3) After the reaction is completed, the temperature is reduced to 30-35 ℃, the reactor is opened, the solid catalyst is recovered by filtration, and the reaction liquid is washed, concentrated, crystallized and dried to obtain the finished product of the vinyl sulfate. The noble metal palladium catalyst is used in the patent, and the copper chloride catalyst is compounded for use, so that the production cost is high, the reaction temperature is high, the pressurizing reaction is also needed, the operation is complicated and severe, and the equipment requirement is high.
Chinese patent No. CN105481826a discloses a process for preparing vinyl sulfate, which comprises: adding sodium bicarbonate aqueous solution into ethylene sulfite at about 10 ℃ to adjust the pH value of the system to 7-8, adding ruthenium trichloride as a catalyst, dropwise adding sodium hypochlorite solution with the mass concentration of 13% at the temperature of 0-10 ℃ to oxidize to prepare the vinyl sulfate. The patent also uses a rare metal ruthenium catalyst which is more expensive, so that the production cost is high, and the use of sodium hypochlorite can cause a great amount of three wastes, which is not beneficial to environmental protection and does not meet the development requirement of green chemistry.
Disclosure of Invention
The invention aims to overcome one or more defects in the prior art and provides an improved method for preparing vinyl sulfate, which has the advantages of relatively reasonable cost, simple and safe operation, low requirements on equipment, less three wastes and the like on the basis of obtaining the ideal yield.
In order to achieve the above purpose, the invention adopts the following technical scheme: a preparation method of vinyl sulfate takes ethylene sulfite as a raw material, and comprises the following steps:
ethylene sulfite is subjected to oxidation reaction in a halogenated hydrocarbon solvent in the presence of (1, 1-triacetoxy) -1, 1-dihydro-1, 2-phenyliodic-3 (1H) -ketone to generate vinyl sulfate, wherein the temperature of the oxidation reaction is 10-50 ℃.
According to some preferred aspects of the invention, the molar ratio of the (1, 1-triacetoxy) -1, 1-dihydro-1, 2-phenyliodi-3 (1H) -one to the ethylene sulfite is 1.05-3:1, more preferably 1.05-1.5:1.
According to some preferred aspects of the invention, the temperature of the oxidation reaction is 20-40 ℃, further 20-30 ℃.
According to the invention, the oxidation reaction can also be carried out at 20-25 ℃, basically at room temperature or in the normal temperature range or with little fluctuation, the reaction temperature is low, the energy consumption is low, and the equipment requirement is low.
In some embodiments of the invention, the reaction time of the oxidation reaction is 1 to 6 hours, preferably 2 to 4 hours.
According to some preferred aspects of the present invention, the halogenated hydrocarbon solvent is one or more selected from the group consisting of 1, 2-dichloroethane, 1-chloropropane, dichloromethane, chloroform, carbon tetrachloride, trichloroethane, tetrachloroethane, bromoethane, dibromoethane, chlorobenzene.
In some preferred embodiments of the present invention, the halogenated hydrocarbon solvent is one or more selected from the group consisting of 1, 2-dichloroethane, chloroform, trichloroethane, bromoethane, chlorobenzene.
According to some preferred aspects of the invention, embodiments of the preparation method comprise:
dissolving (1, 1-triacetoxy) -1, 1-dihydro-1, 2-phenyliodides-3 (1H) -ketone in a part of halogenated hydrocarbon solvents to obtain a (1, 1-triacetoxy) -1, 1-dihydro-1, 2-phenyliodides-3 (1H) -ketone solution;
dissolving ethylene sulfite in residual halogenated hydrocarbon solvent to obtain ethylene sulfite solution;
and (1, 1-triacetoxy) -1, 1-dihydro-1, 2-phenyliodiyl-3 (1H) -ketone solution is dropwise added into ethylene sulfite solution, and the oxidation reaction is continuously carried out after the dropwise addition is finished, so that vinyl sulfate is generated.
Further, an embodiment of the preparation method further includes: after the oxidation reaction is finished, quenching the reaction, separating and concentrating under reduced pressure to obtain concentrated solution of vinyl sulfate, then adding low-polarity aprotic solvent for crystallization, and drying in vacuum to obtain purified vinyl sulfate;
wherein the low polarity aprotic solvent is one or more combination selected from petroleum ether, n-hexane, cyclohexane, n-pentane, cyclopentane, isopentane, isooctane, toluene, o-xylene and p-xylene.
According to some preferred aspects of the invention, the reduced pressure concentration is performed at a temperature of 30-90℃under a vacuum of 5-10 Torr.
In some preferred embodiments of the invention, the reduced pressure concentration is carried out at a temperature of 60-80℃and may be concentrated to 1/8-1/5 of the original volume.
According to some preferred aspects of the invention, the crystallization temperature of the crystallization is-15 ℃ to-5 ℃ and the crystallization time is 12-48 hours; more preferably, the crystallization temperature of the crystallization is-12 ℃ to-8 ℃ and the crystallization time is 16-24h.
According to some preferred aspects of the invention, the vacuum degree of the vacuum drying is 8-10Torr, and the temperature is 10-90 ℃.
In some preferred embodiments of the invention, the temperature of the vacuum drying is 50-80 ℃.
Due to the application of the technical scheme, compared with the prior art, the invention has the following advantages:
through a great deal of experimental study, the inventor of the invention discovers that the ethylene sulfite can be oxidized into the vinyl sulfate by adopting the (1, 1-triacetoxy) -1, 1-dihydro-1, 2-phenyliodic-3 (1H) -ketone, so that the method has the advantages of excellent yield and purity, mild reaction, less waste water, reduced emission of three wastes and good environmental protection. Meanwhile, the operation steps are simple, the production cost is reasonable, and the raw materials are easy to obtain.
Drawings
FIG. 1 is a nuclear magnetic resonance spectrum of vinyl sulfate prepared in example 1 of the present invention.
Detailed Description
The above-described aspects are further described below in conjunction with specific embodiments; it should be understood that these embodiments are provided to illustrate the basic principles, main features and advantages of the present invention, and that the present invention is not limited by the scope of the following embodiments; the implementation conditions employed in the examples may be further adjusted according to specific requirements, and the implementation conditions not specified are generally those in routine experiments.
All starting materials are commercially available or prepared by methods conventional in the art, not specifically described in the examples below.
Example 1
The example provides a method for preparing vinyl sulfate, comprising the following steps:
(1) Preparation of (1, 1-triacetoxy) -1, 1-dihydro-1, 2-phenyliodic-3 (1H) -one solution: a250 mL reaction flask was charged with 200mL of bromoethane, cooled to about 10deg.C in a cold water bath, and stirring was turned on. 89.1g (0.21 mol) of (1, 1-triacetoxy) -1, 1-dihydro-1, 2-phenyliodi-3 (1H) -one were then added slowly. And then naturally restoring the room temperature, and continuing stirring for 5min after restoring the room temperature to obtain the (1, 1-triacetoxy) -1, 1-dihydro-1, 2-phenyliodides-3 (1H) -ketone solution.
(2) Synthesis of vinyl sulfate: a500 mL reaction flask was charged with 100mL of bromoethane and 21.63g (0.20 mol) of ethylene sulfite, with a stirrer, a dropping funnel and a condenser. The temperature is controlled at 20 ℃, the (1, 1-triacetoxy) -1, 1-dihydro-1, 2-phenyliodic-3 (1H) -ketone solution prepared in advance is slowly dripped under stirring, the dripping is carried out for about 1 hour, the reaction is continued for 3 hours after the dripping is finished, and the GC monitors whether the reaction of the ethylene sulfite is finished. After the reaction, the reaction was quenched with 50mL of saturated sodium carbonate solution, transferred to a separatory funnel, and the mixture was allowed to stand still for separation, and the aqueous phase was washed with 2X 20mL of bromoethane. After the organic phases were combined and concentrated to a slurry under reduced pressure starting at 10Torr, 200mL of petroleum ether was added to crystallize at-10℃to precipitate a white solid product, which was filtered and dried at 65℃and 10Torr to give 22.49g of vinyl sulfate with a GC-MS purity of 99.91% and a yield of 90.61%.
The nuclear magnetic hydrogen spectrum of the prepared vinyl sulfate is shown in figure 1.
Detection result: ICP-OES (ppm): na (Na) + ＝8.94ppm，K + ＝0.65ppm，Fe 2+ ＝1.19ppm，Ca 2+ ＝3.12ppm，Mg 2+ ＝0.31ppm。IC：F－＝18.34ppm，Cl－＝10.95ppm，SO 4 2- ＝10.72ppm，NO 3 －＝2.59ppm。KF：H 2 O＝83.5ppm。
Example 2
The example provides a method for preparing vinyl sulfate, comprising the following steps:
(1) Preparation of (1, 1-triacetoxy) -1, 1-dihydro-1, 2-phenyliodic-3 (1H) -one solution: a250 mL reaction flask was charged with a stirrer, 200mL chloroform was added to the flask, and the flask was cooled to about 10deg.C with a cold water bath, and stirring was turned on. 89.1g (0.21 mol) of (1, 1-triacetoxy) -1, 1-dihydro-1, 2-phenyliodi-3 (1H) -one were then added slowly. And then naturally restoring the room temperature, and continuing stirring for 5min after restoring the room temperature to obtain the (1, 1-triacetoxy) -1, 1-dihydro-1, 2-phenyliodides-3 (1H) -ketone solution.
(2) Synthesis of vinyl sulfate: a500 mL reaction flask was charged with 100mL of chloroform and 21.63g (0.20 mol) of ethylene sulfite, followed by stirring, mounting of a dropping funnel and a condenser. The temperature is controlled at 25 ℃, the (1, 1-triacetoxy) -1, 1-dihydro-1, 2-phenyliodic-3 (1H) -ketone solution prepared in advance is slowly dripped under stirring, the dripping is carried out for about 1 hour, the reaction is continued for 3 hours after the dripping is finished, and the GC monitors whether the reaction of the ethylene sulfite is finished. After the reaction, the reaction was quenched with 50mL of saturated sodium carbonate solution, transferred to a separating funnel, and layered at rest, and the aqueous phase was washed with 2X 30mL of chloroform. After the organic phases were combined and concentrated to a slurry under reduced pressure starting at 10Torr, 200mL of n-hexane was added to crystallize at-10℃to precipitate a white solid product, which was filtered and dried at a temperature of 60℃and 8Torr to give 22.82g of vinyl sulfate with a GC-MS purity of 99.96% and a yield of 91.94%.
Detection result: ICP-OES (ppm): na (Na) + ＝6.37ppm，K + ＝0.41ppm，Fe 2+ ＝0.53ppm，Ca 2+ ＝1.79ppm，Mg 2+ ＝0.26ppm。IC：F－＝11.89ppm，Cl－＝13.01ppm，SO 4 2- ＝13.11ppm，NO 3 －＝1.37ppm。KF：H 2 O＝91.8ppm。
Example 3
The example provides a method for preparing vinyl sulfate, comprising the following steps:
(1) Preparation of (1, 1-triacetoxy) -1, 1-dihydro-1, 2-phenyliodic-3 (1H) -one solution: a500 mL reaction flask was charged with a stirrer, 250mL of 1, 2-dichloroethane was added to the flask, and the flask was cooled to about 10℃in a cold water bath, and stirring was turned on. 114.21g (0.34 mol) of (1, 1-triacetoxy) -1, 1-dihydro-1, 2-phenyliodi-3 (1H) -one were then added slowly. And then naturally restoring the room temperature, and continuing stirring for 5min after restoring the room temperature to obtain the (1, 1-triacetoxy) -1, 1-dihydro-1, 2-phenyliodides-3 (1H) -ketone solution.
(2) Synthesis of vinyl sulfate: a1000 mL reaction flask was charged with 100mL of 1, 2-dichloroethane and 32.44g (0.30 mol) of ethylene sulfite, with stirring, and a dropping funnel and condenser. The temperature is controlled at 20 ℃, the (1, 1-triacetoxy) -1, 1-dihydro-1, 2-phenyliodic-3 (1H) -ketone solution prepared in advance is slowly dripped under stirring, the dripping is carried out for about 1 hour, the reaction is continued for 4 hours after the dripping is finished, and the GC monitors whether the reaction of the ethylene sulfite is finished. After the reaction, the reaction was quenched with 100mL of saturated sodium carbonate solution, transferred to a separatory funnel, and the mixture was separated into layers at rest, and the aqueous phase was washed with 2X 40mL of 1, 2-dichloroethane. After the organic phases were combined and concentrated to a slurry under reduced pressure starting at 8Torr, 350mL of cyclopentane was added to crystallize at-10℃to precipitate a white solid product, which was filtered and dried at 70℃and 8Torr to give 34.29g of vinyl sulfate with a GC-MS purity of 99.94% and a yield of 92.1%.
Detection result: ICP-OES (ppm): na (Na) + ＝9.11ppm，K + ＝0.89ppm，Fe 2+ ＝0.22ppm，Ca 2+ ＝1.12ppm，Mg 2+ ＝0.19ppm。IC：F－＝14.37ppm，Cl－＝16.15ppm，SO 4 2 -＝18.42ppm，NO 3 －＝3.01ppm。KF：H 2 O＝97.2ppm。
Example 4
The example provides a method for preparing vinyl sulfate, comprising the following steps:
(1) Preparation of (1, 1-triacetoxy) -1, 1-dihydro-1, 2-phenyliodic-3 (1H) -one solution: a500 mL reaction flask was charged with 300mL chlorobenzene, cooled to about 10deg.C in a cold water bath, and stirred. 114.21g (0.34 mol) of (1, 1-triacetoxy) -1, 1-dihydro-1, 2-phenyliodi-3 (1H) -one were then added slowly. And then naturally restoring the room temperature, and continuing stirring for 5min after restoring the room temperature to obtain the (1, 1-triacetoxy) -1, 1-dihydro-1, 2-phenyliodides-3 (1H) -ketone solution.
(2) Synthesis of vinyl sulfate: a1000 mL reaction flask was charged with 150mL of chlorobenzene and ethylene sulfite (21.62 g, 0.20 mol), with a stirrer, a dropping funnel and a condenser. The temperature is controlled at 20 ℃, the (1, 1-triacetoxy) -1, 1-dihydro-1, 2-phenyliodic-3 (1H) -ketone solution prepared in advance is slowly dripped under stirring, the dripping is carried out for about 1 hour, the reaction is continued for 4 hours after the dripping is finished, and the GC monitors whether the reaction of the ethylene sulfite is finished. After the reaction, the reaction was quenched with 100mL of saturated sodium carbonate solution, transferred to a separatory funnel, and the mixture was allowed to stand still for separation, and the aqueous phase was washed with 2X 40mL of chlorobenzene. After the organic phases were combined and concentrated to a slurry under reduced pressure starting at 6Torr, 250mL of isopentane was added to crystallize at-10℃to precipitate a white solid product, which was filtered and dried under 8Torr at 70℃to give 22.62g of vinyl sulfate with a GC-MS purity of 99.91% and a yield of 91.12%.
Detection result: ICP-OES (ppm): na (Na) + ＝12.26ppm，K + ＝0.99ppm，Fe 2+ ＝0.43ppm，Ca 2+ ＝2.65ppm，Mg 2+ ＝0.13ppm。IC：F－＝15.28ppm，Cl－＝18.94ppm，SO 4 2 -＝16.65ppm，NO 3 －＝2.56ppm。KF：H 2 O＝92.9ppm。
Example 5
The example provides a method for preparing vinyl sulfate, comprising the following steps:
(1) Preparation of (1, 1-triacetoxy) -1, 1-dihydro-1, 2-phenyliodic-3 (1H) -one: a1000 mL reaction flask was charged with a stirrer, 500mL trichloroethane was added to the flask, and the flask was cooled to about 10deg.C with a cold water bath, and stirring was turned on. 190.86g (0.45 mol) of (1, 1-triacetoxy) -1, 1-dihydro-1, 2-phenyliodi-3 (1H) -one were then added slowly. And then naturally restoring the room temperature, and continuing stirring for 5min after restoring the room temperature to obtain the (1, 1-triacetoxy) -1, 1-dihydro-1, 2-phenyliodides-3 (1H) -ketone solution.
(2) Synthesis of vinyl sulfate: a1000 mL reaction flask was charged with 200mL of trichloroethane and 43.24g (0.40 mol) of ethylene sulfite, with a stirrer, a dropping funnel and a condenser. The temperature is controlled at 25 ℃, the pre-prepared peroxytrifluoroacetic acid solution is slowly dripped under stirring, the dripping is carried out for about 1 hour, the reaction is continued for 5 hours after the dripping is finished, and the GC monitors whether the reaction of the ethylene sulfite is finished. After the reaction, the reaction was quenched with 150mL of saturated sodium carbonate solution, transferred to a separatory funnel, and the mixture was allowed to stand still for separation, and the aqueous phase was washed with 2X 60mL of trichloroethane. After the organic phases were combined and concentrated to a slurry under reduced pressure starting at a vacuum of 5Torr, 300mL of toluene was added to crystallize at-10℃to precipitate a white solid product, which was filtered and dried under vacuum at a temperature of 70℃and 8Torr to give 45.97g of vinyl sulfate, with a GC-MS purity of 99.95% and a yield of 92.59%.
Detection result: ICP-OES (ppm): na (Na) + ＝8.83ppm，K + ＝0.75ppm，Fe 2+ ＝0.28ppm，Ca 2+ ＝1.12ppm，Mg 2+ ＝0.17ppm。IC：F－＝14.31ppm，Cl－＝15.82ppm，SO 4 2- ＝14.59ppm，NO 3 －＝1.99ppm。KF：H 2 O＝86.4ppm。
The above embodiments are provided to illustrate the technical concept and features of the present invention and are intended to enable those skilled in the art to understand the content of the present invention and implement the same, and are not intended to limit the scope of the present invention. All equivalent changes or modifications made in accordance with the spirit of the present invention should be construed to be included in the scope of the present invention.
The endpoints and any values of the ranges disclosed herein are not limited to the precise range or value, and are understood to encompass values approaching those ranges or values. For numerical ranges, one or more new numerical ranges may be found between the endpoints of each range, between the endpoint of each range and the individual point value, and between the individual point value, in combination with each other, and are to be considered as specifically disclosed herein.
Claims (10)
1. A process for preparing vinyl sulfate, the process comprising: ethylene sulfite is oxidized in halogenated hydrocarbon solvent under the condition of stirring in the presence of (1, 1-triacetoxy) -1, 1-dihydro-1, 2-phenyliodic-3 (1H) -ketone to generate vinyl sulfate.
2. The method for preparing vinyl sulfate according to claim 1, wherein after the oxidation reaction is completed, the reaction is quenched, separated and concentrated under reduced pressure to obtain a vinyl sulfate concentrate, and then a low-polarity aprotic solvent is added for crystallization, and vacuum drying is performed to obtain purified vinyl sulfate.
3. The method for producing vinyl sulfate according to claim 1 or 2, wherein the embodiment of the oxidation reaction comprises: dissolving (1, 1-triacetoxy) -1, 1-dihydro-1, 2-phenyliodides-3 (1H) -ketone in a part of halogenated hydrocarbon solvents to obtain a (1, 1-triacetoxy) -1, 1-dihydro-1, 2-phenyliodides-3 (1H) -ketone solution; dissolving ethylene sulfite in residual halogenated hydrocarbon solvent to obtain ethylene sulfite solution;
the temperature is controlled to be 10-50 ℃, and under the condition of stirring, (1, 1-triacetoxy) -1, 1-dihydro-1, 2-phenyliodiyl-3 (1H) -ketone solution is dripped into ethylene sulfite solution, and the oxidation reaction is continuously carried out after the dripping is finished, wherein the reaction time of the oxidation reaction is 1-6H, so that the vinyl sulfate is generated.
4. The process for preparing vinyl sulfate according to claim 1 or 2, wherein the temperature of the oxidation reaction is 20 to 40 ℃.
5. The method for producing vinyl sulfate according to claim 4, wherein the temperature of the oxidation reaction is 20 to 30 ℃.
6. The method for producing vinyl sulfate according to claim 5, wherein the temperature of the oxidation reaction is 20 to 25 ℃ and the reaction time of the oxidation reaction is 2 to 5 hours.
7. The process for preparing vinyl sulfate according to claim 1 or 2, wherein the molar ratio of the (1, 1-triacetoxy) -1, 1-dihydro-1, 2-phenyliodic-3 (1H) -one to the ethylene sulfite is 1.05-3:1; the halogenated hydrocarbon solvent is one or a combination of more selected from 1, 2-dichloroethane, 1-chloropropane, dichloromethane, chloroform, carbon tetrachloride, trichloroethane, tetrachloroethane, bromoethane, dibromoethane and chlorobenzene.
8. The method for producing vinyl sulfate according to claim 2, wherein the halogenated hydrocarbon solvent is one or a combination of more selected from the group consisting of 1, 2-dichloroethane, chloroform, trichloroethane, bromoethane, chlorobenzene;
the feeding molar ratio of the (1, 1-triacetoxy) -1, 1-dihydro-1, 2-phenyliodic-3 (1H) -ketone to the ethylene sulfite is 1.05-1.5:1;
the low polarity aprotic solvent is one or more combination selected from petroleum ether, n-hexane, cyclohexane, n-pentane, cyclopentane, isopentane, isooctane, toluene, o-xylene and p-xylene.
9. The method for producing vinyl sulfate according to claim 2, wherein the concentration under reduced pressure is performed at a temperature of 30 to 90 ℃ under a vacuum of 5to 10 Torr;
the crystallization temperature of the crystallization is-15 ℃ to-5 ℃ and the crystallization time is 12-48h;
the vacuum degree of the vacuum drying is 8-10Torr, and the temperature is 10-90 ℃.
10. The method for producing vinyl sulfate according to claim 2, wherein the concentration under reduced pressure is carried out at a temperature of 60 to 80 ℃ and can be concentrated to 1/8 to 1/5 of the original volume;
the crystallization temperature of the crystallization is-12 ℃ to-8 ℃ and the crystallization time is 16-24h;
the temperature of the vacuum drying is 50-80 ℃.
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| CN109988145B (en) * | 2019-05-13 | 2021-05-28 | 福建博鸿新能源科技有限公司 | Preparation method of vinyl sulfate |
| CN110386916A (en) * | 2019-07-23 | 2019-10-29 | 常熟市常吉化工有限公司 | A kind of synthetic method of cyclic sulfates |
| CN111662268B (en) * | 2020-06-12 | 2023-01-10 | 上海如鲲新材料股份有限公司 | Preparation method and application of cyclic sulfate compound |
| CN114685424B (en) * | 2020-12-25 | 2023-09-05 | 浙江蓝天环保高科技股份有限公司 | Preparation method of vinyl dithionate |
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